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[ CAS No. 89466-08-0 ] {[proInfo.proName]}

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There will be a HazMat fee per item when shipping a dangerous goods. The HazMat fee will be charged to your UPS/DHL/FedEx collect account or added to the invoice unless the package is shipped via Ground service. Ship by air in Excepted Quantity (each bottle), which is up to 1g/1mL for class 6.1 packing group I or II, and up to 25g/25ml for all other HazMat items.

Type HazMat fee for 500 gram (Estimated)
Excepted Quantity USD 0.00
Limited Quantity USD 15-60
Inaccessible (Haz class 6.1), Domestic USD 80+
Inaccessible (Haz class 6.1), International USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic USD 100+
Accessible (Haz class 3, 4, 5 or 8), International USD 200+
Chemical Structure| 89466-08-0
Chemical Structure| 89466-08-0
Structure of 89466-08-0 * Storage: {[proInfo.prStorage]}
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Product Details of [ 89466-08-0 ]

CAS No. :89466-08-0 MDL No. :MFCD01074581
Formula : C6H7BO3 Boiling Point : -
Linear Structure Formula :- InChI Key :YDMRDHQUQIVWBE-UHFFFAOYSA-N
M.W :137.93 Pubchem ID :2773454
Synonyms :

Calculated chemistry of [ 89466-08-0 ]

Physicochemical Properties

Num. heavy atoms : 10
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 3.0
Num. H-bond donors : 3.0
Molar Refractivity : 38.29
TPSA : 60.69 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : Yes
Log Kp (skin permeation) : -6.42 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.0
Log Po/w (XLOGP3) : 1.02
Log Po/w (WLOGP) : -0.93
Log Po/w (MLOGP) : -0.36
Log Po/w (SILICOS-IT) : -1.2
Consensus Log Po/w : -0.29

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -1.72
Solubility : 2.65 mg/ml ; 0.0192 mol/l
Class : Very soluble
Log S (Ali) : -1.88
Solubility : 1.8 mg/ml ; 0.0131 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -0.68
Solubility : 28.6 mg/ml ; 0.207 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.52

Safety of [ 89466-08-0 ]

Signal Word:Danger Class:N/A
Precautionary Statements:P264-P270-P280-P301+P312+P330-P305+P351+P338+P310-P501 UN#:N/A
Hazard Statements:H302-H318 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 89466-08-0 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 89466-08-0 ]
  • Downstream synthetic route of [ 89466-08-0 ]

[ 89466-08-0 ] Synthesis Path-Upstream   1~22

  • 1
  • [ 109-04-6 ]
  • [ 89466-08-0 ]
  • [ 33421-36-2 ]
Reference: [1] Dalton Transactions, 2016, vol. 45, # 45, p. 18365 - 18376
  • 2
  • [ 106-37-6 ]
  • [ 89466-08-0 ]
  • [ 26608-06-0 ]
Reference: [1] Organic Letters, 2011, vol. 13, # 20, p. 5504 - 5507
  • 3
  • [ 89466-08-0 ]
  • [ 89827-45-2 ]
Reference: [1] Journal of Organic Chemistry, 2018, vol. 83, # 2, p. 805 - 811
  • 4
  • [ 89466-08-0 ]
  • [ 129946-88-9 ]
  • [ 444-30-4 ]
Reference: [1] Chemical Communications, 2011, vol. 47, # 14, p. 4300 - 4302
  • 5
  • [ 589-87-7 ]
  • [ 89466-08-0 ]
  • [ 21849-89-8 ]
YieldReaction ConditionsOperation in experiment
92% With potassium phosphate In 1,4-dioxane; water at 100℃; Intermediate 27 : 4'-Bromo-2-biphenylol1-Bromo-4-iodobenzene (Aldrich, 2 g, 7.07 mmol), (2-hydroxyphenyl)boronic acid (Aldrich, 1.073 g, 7.78 mmol) , Pd(Ph3P) (0.204 g, 0.177 mmol) were dissolved in 1 ,4-dioxane (30 ml_) and water (10 ml_), K3P04 (2.251 g, 10.60 mmol) was added. The reaction mixture was stirred at 100 °C overnight. Solvents were removed under reduced pressure and DCM was added, mixture was washed with water, dried over anhydrous sodium sulfate. Then solvent was removed under reduced pressure to give the title product 4'-bromo-2-biphenylol (1.85 g, 6.54 mmol, 92 percent yield) as brown oil. LCMS: (M+H)+ = 247-249 ; Rt = 3.52 min.
Reference: [1] Patent: WO2012/119978, 2012, A1, . Location in patent: Page/Page column 55
[2] Journal of Medicinal Chemistry, 2016, vol. 59, # 17, p. 8068 - 8081
[3] Patent: US2010/81643, 2010, A1, . Location in patent: Page/Page column 44
[4] Patent: WO2010/47982, 2010, A1, . Location in patent: Page/Page column 88
[5] Patent: WO2010/51176, 2010, A1, . Location in patent: Page/Page column 82
[6] Patent: WO2010/51206, 2010, A1, . Location in patent: Page/Page column 82-83
[7] Journal of Medicinal Chemistry, 2017, vol. 60, # 21, p. 9040 - 9052
  • 6
  • [ 106-37-6 ]
  • [ 89466-08-0 ]
  • [ 21849-89-8 ]
Reference: [1] Organic Letters, 2011, vol. 13, # 20, p. 5504 - 5507
  • 7
  • [ 269409-97-4 ]
  • [ 89466-08-0 ]
Reference: [1] Tetrahedron Letters, 2004, vol. 45, # 35, p. 6657 - 6660
[2] Tetrahedron Letters, 2005, vol. 46, # 46, p. 7899 - 7903
  • 8
  • [ 95-56-7 ]
  • [ 89466-08-0 ]
Reference: [1] Tetrahedron Letters, 2010, vol. 51, # 17, p. 2335 - 2338
[2] Journal of Medicinal Chemistry, 2013, vol. 56, # 17, p. 6626 - 6637
  • 9
  • [ 5419-55-6 ]
  • [ 108-95-2 ]
  • [ 89466-08-0 ]
Reference: [1] Patent: CN103896974, 2017, B, . Location in patent: Paragraph 0051; 0052; 0053; 0054; 0055; 0056; 0057-0206
  • 10
  • [ 5419-55-6 ]
  • [ 7732-18-5 ]
  • [ 108-95-2 ]
  • [ 89466-08-0 ]
Reference: [1] Patent: CN103804403, 2016, B, . Location in patent: Paragraph 0022; 0023
  • 11
  • [ 121-43-7 ]
  • [ 7732-18-5 ]
  • [ 108-95-2 ]
  • [ 89466-08-0 ]
Reference: [1] Patent: CN103804403, 2016, B, . Location in patent: Paragraph 0026; 0027
  • 12
  • [ 1034050-50-4 ]
  • [ 89466-08-0 ]
YieldReaction ConditionsOperation in experiment
1.06 kg With potassium hydroxide In waterLarge scale Under nitrogen, 1.5 kg of 2-methoxyphenylboronic acid was added to a 30 L glass reactor,18 liters of anisole and 1.56 kg of acetyl chloride. After the addition was completed, the reaction mixture was cooled to -10 to 0 ° C and stirred for 1 hour. Begin adding 133 g of anhydrous aluminum trichloride in batches. After the addition is completed, the temperature is naturally raised to room temperature, and the mixture is kept under stirring until TLC shows that the reaction of raw materials is complete. This process takes about 8 to 10 hours. During this process, the solid of the reaction mixture gradually dissolves, followed by gradual solid precipitation. Add 5M potassium hydroxide aqueous solution quench, adjust PH = 11 ~ 12 so far. At this point the organic layer is separated and discarded. Aqueous layer was added 6M aqueous hydrochloric acid to adjust the PH = 2 ~ 3, 12 liters of ethyl acetate extraction twice, the organic layer was combined, washed with saturated brine, the organic layer spin dry, beating with acetone / n-heptane afforded o-hydroxybenzene boronic acid 1.06 kg, 77percent yield, HPLCAmount: 98.6percent.
Reference: [1] Patent: CN104788483, 2017, B, . Location in patent: Paragraph 0018; 0019; 0020
  • 13
  • [ 121-43-7 ]
  • [ 95-56-7 ]
  • [ 89466-08-0 ]
Reference: [1] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 24, p. 6908 - 6917
  • 14
  • [ 121-43-7 ]
  • [ 824-91-9 ]
  • [ 7732-18-5 ]
  • [ 89466-08-0 ]
Reference: [1] Angewandte Chemie - International Edition, 2016, vol. 55, # 38, p. 11642 - 11646[2] Angew. Chem., 2016, vol. 128, # 38, p. 11814 - 11818,5
  • 15
  • [ 95-57-8 ]
  • [ 89466-08-0 ]
Reference: [1] Journal of the American Chemical Society, 2012, vol. 134, # 28, p. 11667 - 11673
  • 16
  • [ 13675-18-8 ]
  • [ 533-58-4 ]
  • [ 89466-08-0 ]
Reference: [1] Journal of Organic Chemistry, 2018, vol. 83, # 4, p. 1842 - 1851
  • 17
  • [ 13675-18-8 ]
  • [ 95-56-7 ]
  • [ 89466-08-0 ]
Reference: [1] Journal of Organic Chemistry, 2018, vol. 83, # 4, p. 1842 - 1851
  • 18
  • [ 5419-55-6 ]
  • [ 95-56-7 ]
  • [ 7732-18-5 ]
  • [ 89466-08-0 ]
Reference: [1] Organometallics, 2013, vol. 32, # 1, p. 249 - 259
  • 19
  • [ 108-95-2 ]
  • [ 89466-08-0 ]
Reference: [1] Angewandte Chemie - International Edition, 2016, vol. 55, # 38, p. 11642 - 11646[2] Angew. Chem., 2016, vol. 128, # 38, p. 11814 - 11818,5
  • 20
  • [ 5720-06-9 ]
  • [ 89466-08-0 ]
Reference: [1] Patent: CN104788483, 2017, B,
  • 21
  • [ 76-09-5 ]
  • [ 89466-08-0 ]
  • [ 269409-97-4 ]
Reference: [1] Angewandte Chemie - International Edition, 2013, vol. 52, # 37, p. 9755 - 9758
[2] Organic Letters, 2013, vol. 15, # 11, p. 2806 - 2809
[3] Advanced Synthesis and Catalysis, 2015, vol. 357, # 10, p. 2287 - 2300
[4] Synthesis (Germany), 2016, vol. 48, # 19, p. 3155 - 3164
[5] Journal of Organic Chemistry, 2018, vol. 83, # 4, p. 1842 - 1851
  • 22
  • [ 89466-08-0 ]
  • [ 1219741-54-4 ]
Reference: [1] Journal of Medicinal Chemistry, 2016, vol. 59, # 17, p. 8068 - 8081
[2] Journal of Medicinal Chemistry, 2017, vol. 60, # 21, p. 9040 - 9052
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